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Exploitation of cyclopropane carbaldehydes to prins cyclization: quick access to (E)‑Hexahydrooxonine and Octahydrocyclopenta[b]pyran

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dc.contributor.author Kumar, P.
dc.contributor.author Dey, R.
dc.contributor.author Banerjee, P.
dc.date.accessioned 2020-03-19T04:35:04Z
dc.date.available 2020-03-19T04:35:04Z
dc.date.issued 2020-03-19
dc.identifier.uri http://localhost:8080/xmlui/handle/123456789/1555
dc.description.abstract A single-step TiX4-mediated Prins-type cyclization of cyclopropane carbaldehydes with 3-buten-1-ol for the highly stereoselective construction of relatively strained (E)- hexahydrooxonines is reported. Switching the alcohol to 3- butyn-1-ol prompted a similar route, augmented by another cyclization within a nine-membered ring to afford a bicyclized product (4,4-dihalo-5-aryloctahydrocyclopenta[b]pyran). Easy transformation of the resulting geminal dihalide to a vinyl halide and a ketone further supplemented the substance of this approach. en_US
dc.language.iso en_US en_US
dc.title Exploitation of cyclopropane carbaldehydes to prins cyclization: quick access to (E)‑Hexahydrooxonine and Octahydrocyclopenta[b]pyran en_US
dc.type Article en_US


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